Essex Holidays

Book a Hotel + Flight or Car together to unlock savings

Your Essex Holiday

With a holiday package to Essex, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your journey has been taken care of before you go, so you can enjoy each moment discovering this vibrant city. Ready for some sightseeing? A trip to Essex wouldn't be complete without checking out Amherstburg-Essex Greenway Trailhead, Sadlers Nature Park Trailhead and other top attractions. A few clicks is all it takes to craft the ideal Essex holiday on Expedia.

Top hotels in Essex

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Harrow ON
9.8/10 Exceptional! (129 reviews)
We had a wonderful 5-star stay here for a birthday getaway—just two of us looking for a relaxing break. The cottage was very clean and exactly as described, and check-in was easy; our host even let us know we could arrive early, which we appreciated. There were lots of movies, books, and games available—great ...

Reviewed on 12 Apr 2026

Get rates
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
Lake front escape - a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

Colchester ON
Get rates
Lake front escape - a quiet lake front cottage with easy access to the beach
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Essex ON
9.6/10 Exceptional! (22 reviews)
The lake views were spectacular! The area was quiet and neighbors were engaging. The home was a perfect size and was very clean and well-decorated to be cozy and comfortable. Mary and Rob were wonderful hosts and very responsive. Checking in and out was simple. There was plenty to do in the surrounding ...

Reviewed on 8 Sept 2025

Get rates
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!
See all 537 properties in Essex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Essex holiday with Expedia?
Choose Expedia to arrange your next break simply and all in one place. Our insider tip for getting a terrific deal on an Essex getaway? Bundle your flights, accommodation and/or hire car into a package holiday. Then add a few fun tours and activities. Many bookings also include flexible cancellation policies, so there's no need to panic if you have to switch up your itinerary. Round-the-clock help with amending and cancelling your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Essex?
Peak season falls in May, June and July and is a thrilling time to visit — but be prepared for bigger crowds and longer queues. December, January and February are generally quieter times of the year. With average daytime temperatures of -3ºC, January is the coolest month in Essex. The warmest time of year is July, when you can expect average temperatures of 23ºC throughout the day. Whatever the temperature, you'll find a whole lot to keep you occupied here.
How do I get a cheap holiday to Essex?
Book everything in one place with our Essex holidays. We have deals on hotels, flights, tours and more that'll keep your wallet happy and your adventurous side busy. And, with more than 400 partner airlines and 321,000 hotels around the world to pick from, you have countless opportunities to mix and match all you want. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Essex holiday?
There are plenty of things to keep you busy while enjoying a holiday in Essex. Coopers Hawk Vineyards, Sprucewood Shores Estate Winery, North 42 Degrees Estate Winery and Sanson Estate Winery are just some of this city's top attractions.
What is the best area to stay in when on holiday in Essex?
Essex has plenty of interesting places to explore, including Coopers Hawk Vineyards. Stay someplace near this attraction and make sightseeing stress-free.
Do I need a visa for my Essex holiday?
Visa requirements for Essex vary based on your nationality and purpose of your visit. We recommend checking official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Research your visa requirements in advance to ensure a travel experience that's hassle free. Finally, double-check to see that your passport is valid for at least six months from your return date.
What should I wear on my Essex holiday?
First, think about the types of things you'll be doing during your trip to Essex and create a travel wardrobe that you can easily mix and match. For fashion inspiration or even information on dress codes, look up a few style blogs or social media accounts. Pack appropriately by monitoring the forecast in Essex. July brings the warmest temperatures, with daily averages of 23ºC, while January days average -3ºC, making it the coolest time of year.
What does an Expedia Essex holiday include?
It's up to you! Simply choose from a variety of Essex packages, such as a hotel, hire car and flight. You can also book a flight with a hotel, or a flight with a car hire. Once you've made your booking, add on the fun stuff like activities and tours. Whatever your dream Essex trip looks like, you're sure to save! Discover an excellent range of property types and select one that fits your group size and travel needs. The most popular holiday rentals here are private holiday homes and cottages. With Expedia, it's a breeze to design your Essex retreat any way you like.
Does Expedia offer Book Now, Pay Later Essex holidays?
We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple instalments that work for all budgets, so you can book that well-deserved holiday sooner.
  • No-deposit holidays: When you come across an awesome deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your escape.

Can I choose my airline with an Essex Expedia holiday?
Yes, the choice is yours. Expedia has access to more than 400 partner airlines throughout the world, so you can design your Essex escape according to your style and budget.

Popular places to visit

Serenity Lavender Farm

Enjoy an outing to Serenity Lavender Farm during your stay in Town of Essex. While in this relaxing area, you can savour the wineries and restaurants.

Serenity Lavender Farm

Things to do

7-Day Windsor Essex Barrels Bottles and Brews Trail

7-Day Windsor Essex Barrels Bottles and Brews Trail

£22
per adult
7-Day Windsor Essex Barrels Bottles and Brews Trail
1-Year Windsor Essex Barrels Bottles and Brews Trail

1-Year Windsor Essex Barrels Bottles and Brews Trail

£41
per adult
1-Year Windsor Essex Barrels Bottles and Brews Trail
Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

£52
per adult
Roasting Experience at 14th Coffee Co
See all activities in Town of Essex

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.